Abstract: This study describes a research-oriented organic chemistry experiment that deeply integrates fundamental theories and experimental techniques of organic chemistry. Utilizing 4-(diethylamino)salicylaldehyde as the starting material, a coumarin-based fluorescent probe for fluoride ions was synthesized through nucleophilic substitution and Knoevenagel condensation reactions. The product was purified using column chromatography and characterized via nuclear magnetic resonance (NMR) spectroscopy. The probe’s performance in detecting fluoride ions was evaluated using UV-Vis and fluorescence spectroscopy. This experiment not only deepens students’ comprehension of the fundamental principles of organic reactions and solidifies their basic experimental skills but also enhances their understanding of the application of organic fluorescent dyes in molecular detection. It effectively merges theoretical knowledge with practical application. The “research feedback teaching” model successfully integrates scientific innovation with educational practice, significantly motivating students to engage with theoretical concepts and participate in scientific research, thereby cultivating their scientific literacy and innovative capabilities. The outcomes of this experimental teaching approach have been outstanding.

Key words: Research feedback teaching, Coumarin-based fluorescent probe, Fluoride ion, Organic chemistry